报道了天然产物木榄醇甲的一种高效合成方法.目标分子结构中的饱和碳链部分以廉价的化工原料4-羰基戊酸(国内俗称“左旋糖酸”或“果糖酸”)为起始原料合成.经Wittig反应与间甲氧基苯甲醛相连接后,对所形成的碳-碳双键进行环氧化并在苄位进行选择性脱氧形成关环前体.关键的桥环部分结构的建立利用了由缩酮为烷化剂的分子内Friedel-Crafts反应.
A highly efficient synthesis of racemic bruguierol A (a natural product) is presented. The key bridged cyclic framework was constructed using an intromolecular Friedel-Crafts alkylation with a ketal as the alkylating agent developed in our group several years ago.